SU676161A3 - Method of separating dimethylterephthalate - Google Patents
Method of separating dimethylterephthalateInfo
- Publication number
- SU676161A3 SU676161A3 SU752141280A SU2141280A SU676161A3 SU 676161 A3 SU676161 A3 SU 676161A3 SU 752141280 A SU752141280 A SU 752141280A SU 2141280 A SU2141280 A SU 2141280A SU 676161 A3 SU676161 A3 SU 676161A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- separating
- dimethylterephthalate
- dmt
- methanol
- carried out
- Prior art date
Links
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 title description 18
- 238000000034 method Methods 0.000 title description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000006227 byproduct Substances 0.000 description 5
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 4
- 238000004821 distillation Methods 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- LTTHKDIHUGJTJW-UHFFFAOYSA-N (4-methylphenyl) 4-methylbenzoate Chemical compound C1=CC(C)=CC=C1OC(=O)C1=CC=C(C)C=C1 LTTHKDIHUGJTJW-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- -1 terephthalaldehyde acid monomethyl ester Chemical class 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
- C07C69/82—Terephthalic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
1one
Изобретение относитс к переработке побочных продуктов, содержащих сырье дл изготовлени синтетических волокон и пленок, в частности к способу выделени диметилтерефталата из побочных продуктов совместного жидкофазного окислени п-ксилола и метилового эфира п-толуиловой кислоты с последующей этерификацией.The invention relates to the processing of by-products containing raw materials for the manufacture of synthetic fibers and films, in particular to a method for separating dimethyl terephthalate from the by-products of the combined liquid phase oxidation of p-xylene and p-toluic acid methyl ester, followed by esterification.
Известен способ выделени диметилтерефталата (ДМТ) из побочных продуктов совместного жидкофазиого окислени п-ксилола и метилового эфира п-толуиловой кислоты с последующей зтерифйкацией путем обработки метанолом при 250-350 С и перегонки при повышенной температуре, например 205с, и пониженном давлении , например 50 мм рт.ст, 1.A known method for the separation of dimethyl terephthalate (DMT) from the by-products of the joint liquid-phase oxidation of p-xylene and p-toluic acid methyl ester followed by sterification by treatment with methanol at 250-350 ° C and distillation at elevated temperature, for example 205s, and reduced pressure, for example, 50 mm Hg, 1.
При таком способе получают допелнительное количество дат. Это достигаетс за счет обработки остатка ме ,таиолом при повышенной температуре. Так, например, если обработку метанолом провод т при , предпочтительно 270-350®с/ то получают нгшлучшие результаты (примерно на 400% больше ДМТ, чем в исходном остатке). Если же обработку метанолом провод т при , то дополнительное количество ДМГ составл ет только на 200% больше, чем его количество в исхапнсм остатке.With this method, get an additional number of dates. This is achieved by treating the residue with IU, thiol at elevated temperatures. For example, if the treatment with methanol is carried out at, preferably 270-350® s /, then the best results are obtained (approximately 400% more DMT than in the initial residue). If treatment with methanol is carried out at, then the additional amount of DMH is only 200% more than its amount in the initial balance.
цель изобретени - увеличение дополиительного количества ДМТ, т.е. более полна утилизаци побочных продуктов.The purpose of the invention is to increase the additional amount of DMT, i.e. more complete utilization of by-products.
Это достигаетс тем, что перегонку провод т в присутствии паров метанола и давлении 0,05-3 атм, что позвол ет повысить выход ДМТ на 25100% по сравнению с известньм способом , 9 также увеличить дополнительное колнчев во промежуточных продуктов дл получени ДМТ.This is achieved by the fact that the distillation is carried out in the presence of methanol vapor and a pressure of 0.05–3 atm, which allows an increase in the yield of DMT by 25,100% as compared with the lime process, 9 also to increase the additional amounts of intermediate products to obtain DMT.
Предлагаемый способ можно проводить периодически или непрерывно.The proposed method can be carried out periodically or continuously.
Пример 1. 500 г высококип щих дегтеобразных побочных продуктов , содержащих 20 г ДМТ, 2,3 г монометилового эфира терефталальдегидокислоты , 2,4 г п-толуил-п-толуата, 1,5 г кобальта и 0,15 г марганца и имеющихкислотное число 3,8 мг КОН/г обрабатывают 400 г метанола при тем ,пературе и давлении 24 атм в течение 60 мин. Обработку провод т в автоклаве, снабженном регулировочным клапаном.Example 1. 500 g of high-boiling tar-like by-products containing 20 g of DMT, 2.3 g of terephthalaldehyde acid monomethyl ester, 2.4 g of p-toluyl p-toluate, 1.5 g of cobalt and 0.15 g of manganese and having an acid number 3.8 mg KOH / g are treated with 400 g of methanol at a temperature of 24 atm for 60 minutes. The treatment is carried out in an autoclave equipped with an adjusting valve.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2427875A DE2427875C3 (en) | 1974-06-10 | 1974-06-10 | Process for the production of dimethyl terephthalate and of intermediates in dimethyl terephthalate manufacture |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU676161A3 true SU676161A3 (en) | 1979-07-25 |
Family
ID=5917731
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752141280A SU676161A3 (en) | 1974-06-10 | 1975-06-06 | Method of separating dimethylterephthalate |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US4092481A (en) |
| JP (1) | JPS5330699B2 (en) |
| AR (1) | AR204271A1 (en) |
| AU (1) | AU8200075A (en) |
| BE (1) | BE830013A (en) |
| BG (1) | BG38786A3 (en) |
| BR (1) | BR7503661A (en) |
| CS (1) | CS183805B2 (en) |
| DD (1) | DD118607A5 (en) |
| DE (1) | DE2427875C3 (en) |
| DK (1) | DK257275A (en) |
| ES (1) | ES436738A1 (en) |
| FI (1) | FI750871A7 (en) |
| FR (1) | FR2273794A1 (en) |
| GB (1) | GB1516214A (en) |
| IT (1) | IT1035319B (en) |
| LU (1) | LU72681A1 (en) |
| NL (1) | NL169309C (en) |
| NO (1) | NO751119L (en) |
| PL (1) | PL103738B1 (en) |
| RO (1) | RO67906A (en) |
| SE (1) | SE7506440L (en) |
| SU (1) | SU676161A3 (en) |
| TR (1) | TR19101A (en) |
| YU (1) | YU40120B (en) |
| ZA (1) | ZA753684B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2923681C2 (en) * | 1979-06-12 | 1981-11-05 | Dynamit Nobel Ag, 5210 Troisdorf | Process for the recovery and reuse of heavy metal oxidation catalyst from the Wittem DMT process |
| DE3045332C2 (en) * | 1980-12-02 | 1982-11-25 | Dynamit Nobel Ag, 5210 Troisdorf | Process for the recovery and reuse of heavy metal oxidation catalyst from residues in the Witten DMT process |
| DE3407925C1 (en) * | 1984-03-03 | 1985-09-05 | Dynamit Nobel Ag, 5210 Troisdorf | Process for the preparation of dimethyl terephthalate from p-xylene and methanol |
| US4760165A (en) * | 1985-11-13 | 1988-07-26 | Teijin Petrochemical Industries, Ltd. | Recovering useful components at least containing dimethyl terephthalate from high-boiling byproducts occurring in the production of dimethyl terephthalate |
| DE3904586A1 (en) * | 1989-02-16 | 1990-08-23 | Huels Chemische Werke Ag | METHOD FOR THE PRODUCTION OF DMT INTERMEDIATE PRODUCT OF CERTAIN PURITY, AND ITS PROCESSING TO PURE DMT AND / OR MEDIUM OR HIGH PURITY TEREPHTHALIC ACID |
| JPH053094U (en) * | 1991-01-28 | 1993-01-19 | 薫 高下 | Boarding ship |
| US5236959A (en) * | 1992-03-12 | 1993-08-17 | Hoechst Celanese Corporation | Process for recycling polyester/cotton blends |
| AU5359398A (en) * | 1996-11-18 | 1998-06-10 | Robbins Scientific Corporation | Apparatus for multi-well microscale synthesis |
| DE19724391A1 (en) * | 1997-06-10 | 1998-12-17 | Huels Chemische Werke Ag | Process for the separation of the crude ester mixture from the production of dimethyl terephthalate by the Witten-Hercules process |
| DE19724390A1 (en) * | 1997-06-10 | 1998-12-17 | Huels Chemische Werke Ag | Methanolysis of distillation residue from crude ester distillation in the Witten-Hercules process for the production of dimethyl terephthalate |
| KR100814597B1 (en) * | 2006-10-13 | 2008-03-17 | 에스케이에너지 주식회사 | Separation Method of Methyl 4-formylbenzoate and Dimethylterephthalate |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1142858B (en) * | 1961-07-19 | 1963-01-31 | Witten Gmbh Chem Werke | Process for the production of diphenylpolycarboxylic acid methyl esters |
| JPS5620303B2 (en) * | 1972-03-03 | 1981-05-13 | ||
| DE2327773A1 (en) * | 1973-05-30 | 1974-12-19 | Teijin Hercules Chem Co Ltd | PROCESS FOR THE PRODUCTION OF DIMETHYLTEREPHTHALATE AND ITS INTERMEDIATES |
-
1974
- 1974-06-10 DE DE2427875A patent/DE2427875C3/en not_active Expired
-
1975
- 1975-01-01 AR AR258187A patent/AR204271A1/en active
- 1975-03-24 FI FI750871A patent/FI750871A7/fi not_active Application Discontinuation
- 1975-04-02 NO NO751119A patent/NO751119L/no unknown
- 1975-04-12 BG BG029634A patent/BG38786A3/en unknown
- 1975-04-15 IT IT49109/75A patent/IT1035319B/en active
- 1975-04-18 ES ES436738A patent/ES436738A1/en not_active Expired
- 1975-05-06 JP JP5412475A patent/JPS5330699B2/ja not_active Expired
- 1975-06-02 YU YU1409/75A patent/YU40120B/en unknown
- 1975-06-05 SE SE7506440A patent/SE7506440L/en unknown
- 1975-06-06 SU SU752141280A patent/SU676161A3/en active
- 1975-06-09 FR FR7517967A patent/FR2273794A1/en active Granted
- 1975-06-09 GB GB21994/75A patent/GB1516214A/en not_active Expired
- 1975-06-09 RO RO7582474A patent/RO67906A/en unknown
- 1975-06-09 CS CS7500004029A patent/CS183805B2/en unknown
- 1975-06-09 BE BE157145A patent/BE830013A/en unknown
- 1975-06-09 LU LU72681A patent/LU72681A1/xx unknown
- 1975-06-09 DK DK257275A patent/DK257275A/en unknown
- 1975-06-09 ZA ZA00753684A patent/ZA753684B/en unknown
- 1975-06-10 US US05/585,760 patent/US4092481A/en not_active Expired - Lifetime
- 1975-06-10 BR BR4696/75D patent/BR7503661A/en unknown
- 1975-06-10 NL NLAANVRAGE7506889,A patent/NL169309C/en not_active IP Right Cessation
- 1975-06-10 AU AU82000/75A patent/AU8200075A/en not_active Expired
- 1975-06-10 PL PL1975181084A patent/PL103738B1/en unknown
- 1975-06-10 TR TR19101A patent/TR19101A/en unknown
- 1975-06-10 DD DD186552A patent/DD118607A5/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4092481A (en) | 1978-05-30 |
| GB1516214A (en) | 1978-06-28 |
| YU40120B (en) | 1985-08-31 |
| NL169309C (en) | 1982-07-01 |
| DE2427875A1 (en) | 1975-12-11 |
| CS183805B2 (en) | 1978-07-31 |
| JPS5330699B2 (en) | 1978-08-29 |
| BG38786A3 (en) | 1986-02-28 |
| YU140975A (en) | 1982-02-28 |
| ES436738A1 (en) | 1977-01-01 |
| BR7503661A (en) | 1976-06-29 |
| NL7506889A (en) | 1975-12-12 |
| SE7506440L (en) | 1975-12-11 |
| AU8200075A (en) | 1976-12-16 |
| ZA753684B (en) | 1976-05-26 |
| TR19101A (en) | 1978-05-25 |
| DE2427875C3 (en) | 1980-03-20 |
| IT1035319B (en) | 1979-10-20 |
| DD118607A5 (en) | 1976-03-12 |
| FR2273794A1 (en) | 1976-01-02 |
| FR2273794B1 (en) | 1980-09-12 |
| DE2427875B2 (en) | 1979-07-19 |
| RO67906A (en) | 1982-02-01 |
| PL103738B1 (en) | 1979-07-31 |
| LU72681A1 (en) | 1975-09-29 |
| NL169309B (en) | 1982-02-01 |
| NO751119L (en) | 1975-12-11 |
| DK257275A (en) | 1975-12-11 |
| AR204271A1 (en) | 1975-12-10 |
| FI750871A7 (en) | 1975-12-11 |
| JPS50157329A (en) | 1975-12-19 |
| BE830013A (en) | 1975-10-01 |
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